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Mononuclear Tetraamineplatinum(II) Complexes: Synthesis, Anticancer Activity, DNA Binding, and Cellular Uptake
Author(s) -
Robillard Marc S.,
Jansen Bart A. J.,
Lochner Martin,
Geneste Hervé,
Li Yi,
Brouwer Jaap,
Hesse Manfred,
Reedijk Jan
Publication year - 2001
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(20011017)84:10<3023::aid-hlca3023>3.0.co;2-z
Subject(s) - chemistry , tetramine , cytotoxicity , dna , stereochemistry , in vitro , cisplatin , cationic polymerization , polyamine , intramolecular force , biochemistry , organic chemistry , medicine , surgery , chemotherapy
The synthesis of three bis[( tert ‐butoxy)carbonyl]‐protected (tetramine)dichloroplatinum complexes 2a – c of formula cis ‐[PtCl 2 (LL)] and of their cationic deprotected analogs 3a – c and their evaluation with respect to in vitro cytotoxicity, intramolecular stability, DNA binding, and cellular uptake is reported. The synthesis comprises the complexation of K 2 [PtCl 4 ] with di‐ N ‐protected tetramines 1a – c to give 2a – c and subsequent acidolysis, yielding 3a – c . The cytotoxicity of the complexes is in direct relation to the length of the polyamine. Complexes 3a – c display a significant higher affinity for CT DNA as well as for cellular DNA in A2780 cells than cisplatin.